Dog Sitting Holliston
Book a Holliston dog sitter to watch your dog in your sitter’s home or yours.

Over 56 pet parents in Holliston have booked dog sitting
Holliston, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Kate was absolutely fantastic. It was the first time using a cat sitter and the first time leaving our cats. We travelled internationally so I really wanted someone I could trust. From the walk through before we travelled, I had an instant warmth and trust with Kate. During our travels she was always on time, her check-ins were very descriptive which I really appreciated and the photos she took of our cats were adorable! I was so happy that our cats welcomed her and warmed up to her very quickly, for not so cuddling cats they were very cuddling with Kate. I would highly recommend and will definitely be rebooking her for future needs. I actually feel sad that my cats won’t be seeing her on the daily for a while and I’m sure the cats are sad too!”

About: My family began taking care of different dogs at the beginning of 2024. Our licensed home kennel is a single large house with a backyard that is partially fenced where the dogs can play. I work mostly from home, and my mom is a housewife, so we’re both able to spend plenty of time caring for the dogs. We’ll also share photos and videos with you to make sure you feel confident that they’re having a great stay with us! We would like to schedule a meet-and-greet (a one-night trial is preferred) before the actual stay to ensure everyone feels comfortable. To follow state regulations, we require that your pets have an up-to-date rabies vaccination and that you provide the records for us to keep on file. We also need your pets to wear a collar with their current license attached. My parents and I love dogs and cats very much. We know they are part of your family, and we will treat them as part of ours as well. Thank you for trusting us! Since I work mostly from home and my mom is a housewife, we’re both home throughout the day. This gives us plenty of time to care for the pets, supervise them, and play with them as part of our daily and weekly routine. I have a clean, dedicated bedroom that can be used as a private space for pets if they need their own room. I also have a backyard that is partially fenced where pets can safely play. Whenever they are outside, I stay with them to provide supervision and ensure they are safe and comfortable.

About: I’ve been taking care of not just only my dogs, but other people’s for as long as I can remember! My family has rescued dogs, adopted old dogs, and adopted puppies. I have a wide variety of care I that I can’t wait to provide. Dogs are great best friends and I have loved them all my life, so I’m excited to meet yours! I’m pretty available for drop ins whenever you need, aside from my class times which we can work around! I can come walk your pups or hang out with them, play with them and feed them, whatever you would like! I can come to your home and care for your pets, I’ll provide a comfortable, fun and safe environment for them! I always feel bad when I have to leave my dogs for any reason, so I know how important it is to leave them in good hands, which is what I can be for you!
“Rachel has been an awesome find! She is flexible and super communicative. We appreciate her attentiveness to our boy Moose and look forward to continuing to have her care for him!”

“Emily took great care of our 3 pups over 7 days, is super accommodating, flexible with shifting scheduler and super friendly. We returned to happy and healthy pups - highly recommend Emily!”

About: Hey There! I'm Becky. I'm a mother, small business owner, and life-long dog lover. For my entire life I've always had dogs, but a few years my sweet dog crossed the rainbow bridge to doggy heaven. When that happened, my children started asking for a new dog, but I wasn’t quite ready. As an alternative we started helping others with theirs. It’s become an incredible journey for our family, and brings us so much joy! We’re happy to have dogs here for boarding. I only take ONE dog at a time, unless there are multiple dogs coming from the same home that already live together. I have two children (11 & 15) who both love dogs as well. However, my son is nervous around bigger dogs and certain breeds. For this reason, a trial visit is required. Dog sitting has brought an unexpected amount of happiness into our home and family. We get very excited with each new furry friend that we get to love while you’re away. I have a fenced yard and a cozy home. I allowed my dog on the furniture when I had him. I don’t have a crate. Whatever rules apply in your house are what we try to do here. Dogs can run free in my fenced yard or walk on a leash around my neighborhood and in the nearby nature trails. I run a small part-time preschool enrichment program out of my basement, in a separate area where dogs would not have access. During work hours I am generally able let dogs out as needed in a separate fenced area. If you are interested in having your dog stay with us, please feel free to contact me. We would love to provide a safe, happy home away from home for your beloved pet while you're away. Your pet will be treated as if they were our pet. We try our best to make our routines look like yours, creating a safe, happy home away from home. I live in a cute neighborhood abutting conservation land. It is beautiful! We use an organic pest company to keep ticks out of our yard and I keep my home tidy.
“Sarah was really great with our two cats! She was able to give our one cat the meds she needs and sent many updates throughout the week! She was very attentive and always answered right away. Definitely will book with Sarah again in the future!”

About: At Adreine's Pet Sitting, I understand that your furry friends deserve the best care when you're busy or away. I offer professional dog Daycare, trusted house sitting and drop-in services to keep your pets happy and safe. With personalized attention and a focus on well-being, I will ensure your pet enjoys their time outside while maintaining the comfort of home. Whether you need a daily care or extended care during vacations, I got you covered. Let me take care of your pets as if they were my own! 🐕🐾🐾 I am currently taking new clients for Pet sitting and dog care. I offer in home overnight care as well as drop-in during the day. I am available to come to your home or mine. I will also stay with your fur baby if you need overnight care as well.
About: I don’t know life without furry friends! I was born into a family with two cats and a dog. Growing up, I took care of my own hamsters, fish, and hermit crabs. Since I was 12, I have taken care of my community members’ dogs of all sizes, cats of all temperaments, and small critters. The last 11 years, I’ve been primarily busy with grad school and taking care of my own 3 cats but recently my eldest crossed the rainbow bridge and I now work fully remotely, so have extra love and time to pour into your animals! I have experience with all ages and sizes of dogs. I can also administer medication. I work fully remotely, so have more flexibility to check in on your pets and walk your dogs! My weekends are generally free and I plan to be available over Thanksgiving and New Years. If I were to stay in your home to care for your dog, I would treat your home with the utmost respect and be able to keep the dog to his/her usual routine. I am comfortable with having your pup in my car if they like rides, need to go to the vet, or driven to a park. The same applies for kitty cats!

About: I’ve been walking my family’s dogs for almost a decade now - a high energy Brittany spaniel & a very large husky/shepherd mix. 7 years ago I rescued a German shepherd/pit bull mix (Layla) who I’ve trained extensively and take on daily adventures. Then, a year ago I rescued Dixon (a German shepherd/Australian cattle dog mix) and he’s been reactive to humans & dogs alike. I’ve completed extensive training in classes with him alongside professionals. I’ve taken that experience and can apply many basic training concepts to dogs of all sizes/ages. I’m currently available throughout the work week from 2pm into the early evening. Book early to save a spot right at 2! I can also do special requests for weekends (although it says I am not available - shoot me a message and we can discuss!) I know a wide variety of trails/walking spots in the local area, so your pup will always be enriched & happy! I make sure to carry some kind of dog deterrent (PetSafe SprayShield or Pet Corrector) in case of emergency, and try to engage in positive reinforcement training throughout walks. This looks like rewarding the dog(s) with treats when they check in with me, stay in a heel, or keep loose tension on the leash. Within your home, I’ll always change/refill the water for the dog(s) after the walk.
“Stephanie was absolutely great. The dogs were well cared for and they seemed happy as can be. We would definelty use her again. Everytime she watches them, there is no worries, she dogs are well taken care of.”

“Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.”

“We are so happy we booked with Kerry! It was wonderful getting to meet her during our meet and greet, and we felt comfortable leaving our Labrador Retriever, Enzo, in her care. My husband and I were away for two days, and Kerry provided drop-in visits that included walks, feeding, playtime in the backyard, fresh water, and lots of great company for Enzo while we were away. She was so attentive and responsive throughout our time away and kept us updated with plenty of photos and messages, which gave us so much peace of mind. We could tell Enzo was happy and well cared for, and we truly appreciated how thoughtful and reliable Kerry was. We would absolutely book with her again and highly recommend her to anyone looking for someone who will care for their pets like their own! 🐾❤️”

About: I took care of my dog for 18 years before he passed away in 2022. I have also taken care of other friends dogs so I understand how much time and dedication it takes to care of any dog. I’m an active individual so I can run and play with dogs if needed. I’m willing to travel with your dogs and use my car if they need to taken to any locations. I’m a very patient and will give them the time they deserve. I have experience in giving dogs medication if needed and can attain to any special needs they may have. Overall, there is nothing I wouldn’t be open to in taking care of your dogs! I work as a Middle School Counselor during the Months of September through early June. During the school year I'm available anytime on weekends and after 4pm on weekday evenings. I’m off from mid June to late August. During this time I’m available to care for your pets anytime on weekdays and weekends. I took my dog on long walks and lots of dog parks. I also am willing to drive to any residence if needed and can bring lots of dog toys to be clients home's if needed!
About: I’ve always known I wanted to be around dogs, that I’ve taken care of my families dog across states and stayed as long as wanted willingly, never asked for Pet care is an enjoyment for me as I’m an animal lover and have done a couple pre vet classes in college that i still attend I have two dogs of my own at home and take them out separately. I take my smaller dog out every two hours & play as i have a big backyard

About: Dogs have been part of my life as long as I can remember — I grew up with a black Lab (12 great years), have had my own dog for almost 7, and regularly watch a close friend's dog when they travel. So I'm used to slipping into someone else's routine and earning a new dog's trust while making sure they are enjoying themselves. On walks I'm patient and attentive: no phone-scrolling, pace matched to your dog, and a photo update after every visit. Happy to do a meet-and-greet first if your dog is nervous, senior, or just particular. Message me anytime. I am a Marketing Consultant by trade so I typically have time during my days to come meet up with a dog who needs some care. That's why I started my Rover profile. I love dogs and have time for them! I have two young kids and a dog at home so I'm accustomed to taking direction. Happy to follow any directions you have to care for your dog - every dog has a 'thing' :) My main goal is to always make sure the dog gets the essentials - exercise, food, water - and from there it's about happiness. I'll play, give pets, take outside in the yard...whatever the dog needs!
About: I've been looking after dogs, cats, and exotic pets for about 10 years now. I have a dog, 2 cats, and a leopard gecko of my own, so I know how to take care of all types of animals! I originally started my pet care journey with family pets, and slowly began gaining clients through family friends and being recommended to other people. I have handled all age ranges from kittens to seniors, so I'm able to do a wide array of services (administering medicine, being extra observant, correcting behavior, training, etc.) I'm able to be outside in all kinds of weather, and I can walk or play with your animals for as long as you prefer! I currently work full-time, but I still have plenty of time to care for your animals! My work is very flexible and I am often able to step away to visit your animals. I am completely free on Saturday afternoons, all day Sunday, and all day Monday. Depending on what environment your animal has at your home, I cater to your every preference. On leash, off leash, crated, no pets on furniture, etc. I always make sure to respect my clients homes and most importantly their wishes!

About: Hi! We’re Jaycee and James, a dog-loving couple who are excited to welcome your pup into our home! 🐾 We have two dogs of our own — Bentley, our playful and energetic 2-year-old Golden Retriever, and Bailey, our sweet and cuddly 4-year-old mini Bernedoodle. They both love having a furry friend around, so we’re only able to care for dogs who are friendly and comfortable around other dogs. We’re an active household and love spending time outdoors. Our apartment community has two private dog parks, and we have plenty of walking and hiking trails nearby. Whether your dog loves a long walk and playtime or would rather relax and cuddle at home, we’re happy to match their routine and energy level. James works from home, so there is almost always someone home with the dogs throughout the day. We also only care for one guest dog at a time, which allows us to give your pup plenty of individual attention and make them feel like part of the family. We know how important it is to feel comfortable leaving your dog with someone else, and we’ll treat your pup like one of our own! ❤️ James works from home, so there is almost always someone home with the dogs throughout the day. We have a flexible schedule and can provide regular walks, playtime, attention, and companionship. We’re happy to follow your dog’s normal routine as closely as possible. We provide a safe, comfortable, home-based environment where your dog can be part of our family. We only care for one guest dog at a time and require dogs to be friendly and comfortable around other dogs, since we have Bentley and Bailey. We follow your instructions carefully and prioritize your dog’s comfort, safety, and individual needs.

About: I’ve cared for dogs my whole life, and my family and I have two of our own. I’ve also taken care of pets for neighbors, family, and friends, so I’m comfortable with all ages, personalities, and routines. Pet care fits easily into my routine because I run my own business and am home most of the time. I plan my day around visits so each pet gets steady attention. I care for pets by following their normal routines, paying close attention to their behavior, and keeping their environment calm and comfortable. In a client’s home, I respect their space, follow instructions carefully, and make sure pets feel safe and relaxed.
The median cost per visit for dog sitting in Holliston is $25
Dog parents share their Rover experiences - Holliston
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Holliston
Select a filter and find qualifying sitters offering dog sitting.Sitters in Holliston average 6 repeat dog sitting clients
FAQs for Dog Sitting - Holliston
Frequently asked questions about Rover
The average cost of Dog Sitting in Holliston on Rover is $28 per visit as of October 2026. Most bookings cost between $20 and $33 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 10,759 sitters on Rover offering Dog Sitting across Holliston. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Holliston choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to 25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Holliston with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.


